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Chemical Structure| 79145-92-9 Chemical Structure| 79145-92-9

Structure of 79145-92-9

Chemical Structure| 79145-92-9

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Product Details of [ 79145-92-9 ]

CAS No. :79145-92-9
Formula : C18H26Cl2N2O4
M.W : 405.32
SMILES Code : O=C(O)[C@@H](NC(OC(C)(C)C)=O)CC1=CC=C(N(CCCl)CCCl)C=C1
MDL No. :MFCD02682258

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Application In Synthesis of [ 79145-92-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 79145-92-9 ]

[ 79145-92-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1585-90-6 ]
  • [ 79145-92-9 ]
  • N-{2-{N-tert-butoxycarbonyl-4-[bis(2-chloroethyl)amino]-L-phenylalanyloxy}ethyl}maleimide [ No CAS ]
YieldReaction ConditionsOperation in experiment
32% With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20℃; for 21h; 7 (330 mg, 0.81 mmol), DMAP (tip of a spatula) and <strong>[1585-90-6]N-(2-hydroxyethyl)maleimide</strong> (441 mg, 3.1 mmol) were dissolved in 30 mL of dry dichloromethane at room temperature. DCC (176.5 mg, 0.85 mmol), dissolved in 25 mL of dry dichloromethane, was added dropwise to this solution within 1 h, and the solution was then stirred for additional 20 h. The solution was filtered and evaporated in vacuo. The red residue was chromatographed on a silica gel column (hexane/ethyl acetate = 2:1) to afford the desired product. Yield: 137 mg (32percent) as a yellow solid: Rf = 0.3 (hexane/ethyl acetate 2:1); mp: 101 °C. 1H NMR (CDCl3): delta = 1.29 (s, 9H, CH3), 2.62 (m, 1H, CH2Ar), 2.74 (dd, 3J(H,H) = 4.46 Hz, 9.44 Hz, 1H, CH2Ar), 3.62 (t, 3J(H,H) = 5.28 Hz, 2H, CH2 maleimide), 3.66 (s, 8H, CH2CH2Cl), 4.09 (m, 2H, CH2O), 4.22 (m,1H, CH), 6.63 (d, 3J(H,H) = 8.52 Hz, 2H, ArH), 7.02 (d, 2H + 2H, ArH + Hmaleimide), 7.17 (d, 3J(H,H) = 8.01 Hz,1H, NH). 13C NMR (CDCl3): delta = 28.31 (CH3), 36.64 (CH2Ar), 36.98(CH2Nmaleimide), 40.46 (CH2NAr + CH2Cl), 54.49 (CH), 62.11 (CH2O), 79.8 ((CH3)3), 112.09 (Caromatic), 124.8 (Caromatic), 130.56 (Caromatic), 134.25(CHmaleimide), 145.04 (Caromatic), 155.07 (COOBoc), 170.29 (COmaleimide), 171.75 (COO). MS (EI, 80 eV, 300 °C); m/z (percent): 527.2 (5.93) [M+-1], 404.1 (0.36) [M-C6H6NO2]+, 230.3 (100)C15H14NCl2.
 

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